ACCESSION: MSBNK-Eawag-EQ367608
RECORD_TITLE: Doxepine; LC-ESI-QFT; MS2; CE: 150; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3676
CH$NAME: Doxepine
CH$NAME: Doxepin
CH$NAME: 3-(6H-benzo[c][1]benzoxepin-11-ylidene)-N,N-dimethylpropan-1-amine
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C19H21NO
CH$EXACT_MASS: 279.16231
CH$SMILES: CN(C)CCC=C1C2=CC=CC=C2COC3=CC=CC=C31
CH$IUPAC: InChI=1S/C19H21NO/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19/h3-6,8-12H,7,13-14H2,1-2H3
CH$LINK: CAS
1668-19-5
CH$LINK: CHEBI
4710
CH$LINK: KEGG
C06971
CH$LINK: PUBCHEM
CID:3158
CH$LINK: INCHIKEY
ODQWQRRAPPTVAG-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3046
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 150 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.8 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 280.1689
MS$FOCUSED_ION: PRECURSOR_M/Z 280.1696
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-014i-4910000000-567d6be4466beea7456e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 0.77
51.023 C4H3+ 1 51.0229 0.46
52.0308 C4H4+ 1 52.0308 0.35
53.0022 C3HO+ 1 53.0022 1.11
53.0386 C4H5+ 1 53.0386 0.63
53.9974 C2NO+ 1 53.9974 -0.19
54.0339 C3H4N+ 1 54.0338 0.45
55.0179 C3H3O+ 1 55.0178 0.16
56.0495 C3H6N+ 1 56.0495 0.44
57.0573 C3H7N+ 1 57.0573 -0.89
58.0651 C3H8N+ 1 58.0651 0.25
61.0072 C5H+ 1 61.0073 -1.09
62.0151 C5H2+ 1 62.0151 -0.02
63.0229 C5H3+ 1 63.0229 -0.1
65.0386 C5H5+ 1 65.0386 0.21
67.0416 C4H5N+ 1 67.0417 -0.61
67.0542 C5H7+ 1 67.0542 -0.7
67.9894 C3O2+ 1 67.9893 1.17
68.0495 C4H6N+ 1 68.0495 0.06
69.0573 C4H7N+ 1 69.0573 -0.15
70.0651 C4H8N+ 1 70.0651 -0.22
72.0807 C4H10N+ 1 72.0808 -0.63
74.0151 C6H2+ 1 74.0151 -0.29
75.0228 C6H3+ 1 75.0229 -1.69
76.0307 C6H4+ 1 76.0308 -0.15
77.0385 C6H5+ 1 77.0386 -0.73
78.0464 C6H6+ 1 78.0464 -0.28
79.0542 C6H7+ 1 79.0542 -0.21
81.0335 C5H5O+ 1 81.0335 0.23
82.0651 C5H8N+ 1 82.0651 -0.07
84.0808 C5H10N+ 1 84.0808 -0.07
86.0152 C7H2+ 1 86.0151 0.91
87.0229 C7H3+ 1 87.0229 -0.3
88.0307 C7H4+ 1 88.0308 -0.02
89.0386 C7H5+ 1 89.0386 -0.07
90.0464 C7H6+ 1 90.0464 0.2
91.0542 C7H7+ 1 91.0542 0.26
94.0413 C6H6O+ 1 94.0413 -0.17
95.0492 C6H7O+ 1 95.0491 0.2
101.0386 C8H5+ 1 101.0386 -0.07
102.0464 C8H6+ 1 102.0464 -0.02
103.0542 C8H7+ 1 103.0542 -0.36
105.0448 C6H5N2+ 1 105.0447 0.34
107.0491 C7H7O+ 1 107.0491 -0.29
113.0385 C9H5+ 1 113.0386 -1.03
114.0464 C9H6+ 1 114.0464 -0.19
115.0543 C9H7+ 1 115.0542 0.29
116.0622 C9H8+ 1 116.0621 0.93
117.0699 C9H9+ 1 117.0699 -0.23
125.0387 C10H5+ 1 125.0386 0.75
126.0464 C10H6+ 1 126.0464 0.3
127.0542 C10H7+ 1 127.0542 0.03
128.0621 C10H8+ 1 128.0621 0.14
129.0448 C8H5N2+ 1 129.0447 0.66
129.0701 C10H9+ 1 129.0699 1.34
131.0492 C9H7O+ 1 131.0491 0.14
132.0571 C9H8O+ 1 132.057 1.16
138.0465 C11H6+ 1 138.0464 1
139.0542 C11H7+ 1 139.0542 0.17
140.0619 C11H8+ 1 140.0621 -0.87
141.0699 C11H9+ 1 141.0699 0.02
145.0649 C10H9O+ 1 145.0648 0.54
150.0465 C12H6+ 1 150.0464 0.52
151.0543 C12H7+ 1 151.0542 0.68
152.0621 C12H8+ 1 152.0621 0.32
153.0699 C12H9+ 1 153.0699 -0.04
155.0604 C10H7N2+ 1 155.0604 -0.03
162.0466 C13H6+ 1 162.0464 1.41
163.0542 C13H7+ 1 163.0542 0.14
164.0621 C13H8+ 1 164.0621 0.17
165.07 C13H9+ 1 165.0699 0.5
166.0777 C13H10+ 1 166.0777 0.23
168.057 C12H8O+ 1 168.057 0.08
169.0648 C12H9O+ 1 169.0648 0.11
174.0464 C14H6+ 1 174.0464 0.05
175.0542 C14H7+ 1 175.0542 0.13
176.0621 C14H8+ 1 176.0621 0.39
177.07 C14H9+ 1 177.0699 0.41
178.0778 C14H10+ 1 178.0777 0.38
179.0603 C12H7N2+ 1 179.0604 -0.25
181.0644 C13H9O+ 1 181.0648 -2.11
187.0542 C15H7+ 1 187.0542 -0.2
188.062 C15H8+ 1 188.0621 -0.06
189.0699 C15H9+ 1 189.0699 0.23
190.0777 C15H10+ 1 190.0777 -0.17
191.0855 C15H11+ 1 191.0855 0.02
192.0571 C14H8O+ 1 192.057 0.49
193.0649 C14H9O+ 1 193.0648 0.3
196.052 C13H8O2+ 1 196.0519 0.56
198.047 C16H6+ 1 198.0464 3.07
199.0543 C16H7+ 1 199.0542 0.47
200.0621 C16H8+ 1 200.0621 0.29
201.0699 C16H9+ 1 201.0699 -0.08
202.0777 C16H10+ 1 202.0777 0.04
203.0603 C14H7N2+ 1 203.0604 -0.12
203.0856 C16H11+ 1 203.0855 0.21
205.0649 C15H9O+ 1 205.0648 0.43
211.0548 C17H7+ 1 211.0542 2.67
213.0699 C17H9+ 1 213.0699 0.25
214.0778 C17H10+ 1 214.0777 0.37
215.0857 C17H11+ 1 215.0855 0.67
217.0653 C16H9O+ 1 217.0648 2.16
218.0726 C16H10O+ 1 218.0726 0.11
219.0808 C16H11O+ 1 219.0804 1.45
229.076 C16H9N2+ 1 229.076 -0.24
231.0802 C17H11O+ 1 231.0804 -1
PK$NUM_PEAK: 106
PK$PEAK: m/z int. rel.int.
50.0151 10228672 125
51.023 9499650 116
52.0308 112189.6 1
53.0022 1262062.1 15
53.0386 14187820 174
53.9974 111073.6 1
54.0339 209636.4 2
55.0179 2894962 35
56.0495 1723000.1 21
57.0573 106119.2 1
58.0651 10929982 134
61.0072 166505.2 2
62.0151 1126963.9 13
63.0229 8002101 98
65.0386 34278416 421
67.0416 229776.9 2
67.0542 180072.4 2
67.9894 165581 2
68.0495 1927155 23
69.0573 486615.6 5
70.0651 3280387.5 40
72.0807 155888.3 1
74.0151 226611.7 2
75.0228 1500523.9 18
76.0307 446766.1 5
77.0385 28131826 345
78.0464 3034326.2 37
79.0542 7085766.5 87
81.0335 1843483.1 22
82.0651 185613.4 2
84.0808 2509597 30
86.0152 219828.4 2
87.0229 566706.1 6
88.0307 379676 4
89.0386 16049310 197
90.0464 438971.4 5
91.0542 36575364 449
94.0413 719983.1 8
95.0492 38214932 469
101.0386 103753 1
102.0464 5894581 72
103.0542 2575604.2 31
105.0448 29025412 356
107.0491 1936975.4 23
113.0385 1090973.6 13
114.0464 515396.3 6
115.0543 79172224 972
116.0622 831191.9 10
117.0699 622067.8 7
125.0387 392696.4 4
126.0464 3547137.2 43
127.0542 3016870.2 37
128.0621 24200192 297
129.0448 697450.2 8
129.0701 488585.2 6
131.0492 533304.7 6
132.0571 219537.5 2
138.0465 224059.8 2
139.0542 14466718 177
140.0619 756275.2 9
141.0699 6468862.5 79
145.0649 1150911.8 14
150.0465 4866977.5 59
151.0543 4882564.5 59
152.0621 36744544 451
153.0699 503478.7 6
155.0604 3298562.5 40
162.0466 180729.8 2
163.0542 9076207 111
164.0621 15276107 187
165.07 81307832 999
166.0777 197834.8 2
168.057 5954009 73
169.0648 9946788 122
174.0464 805809.4 9
175.0542 860294.2 10
176.0621 21193756 260
177.07 7699293.5 94
178.0778 14092567 173
179.0603 3922062.8 48
181.0644 102960.4 1
187.0542 1841262.6 22
188.062 1967728.4 24
189.0699 56537092 694
190.0777 7240420 88
191.0855 3469589.8 42
192.0571 979540.4 12
193.0649 1322212 16
196.052 1499953 18
198.047 129622.9 1
199.0543 619109.4 7
200.0621 26163268 321
201.0699 6096450 74
202.0777 11931162 146
203.0603 754063.8 9
203.0856 455151.1 5
205.0649 2245057.8 27
211.0548 113021.9 1
213.0699 8608085 105
214.0778 1293939.6 15
215.0857 5561214.5 68
217.0653 327448 4
218.0726 3008879 36
219.0808 1836656.9 22
229.076 363074.8 4
231.0802 140965.1 1
//
